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Walks in Scotland in May 2026

Find walks in Scotland in May 2026 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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Select an event for photos, video, route, location, reviews, entry fees and how to enter.

Escape to nature and take on a Big Hike in the Trossachs. You’ll explore stunning lochs, waterfalls, and forests whilst supporting life-saving research.
  • Sat 16 May
  • £20-£25
Callander, Stirling, UK

Big Hike | The Trossachs

Escape to nature and take on a Big Hike in the Trossachs. You’ll explore stunning lochs, waterfalls, and forests whilst supporting life-saving research.

  • Hike 3
  • Families
  • Recycling
  • Beginner-friendly
  • Fancy dress
  • Event village
  • Rural
  • Sustainability policy
  • Public transport links
  • Age 12 & over
A weekend of inclusive trail races, camping, festival vibes, yoga workshops, guided runs, live music and outdoor cinema, all based in the grounds of the iconic Blair Castle in the Cairngorms.
  • Fri 29 - Sun 31 May
  • £10-£79
Pitlochry, Perth and Kinross, UK

Blair Castle Trail Weekender

A weekend of inclusive trail races, camping, festival vibes, yoga workshops, guided runs, live music and outdoor cinema, all based in the grounds of the iconic Blair Castle in the Cairngorms.

  • Ultra run
  • Trail run 4
  • Walking festival
  • Half marathon
  • Families
  • Recycling
  • Beginner-friendly
  • Plastic bottle free
  • Entertainment
  • Music
  • Event village
  • Event expo
  • Park
  • Rural
  • Mountains
  • Sustainability policy
  • Public transport links
  • All ages
  • Fri 22 - Mon 25 May
Glasgow, East Dunbartonshire, UK

West Highland Way Challenge

  • 4 days trekking

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